Sulfuric Acid → HCID 19779486, compound

HRID 2082072Notes

Reaction equation

HRID 2082072 reaction equation
[N:1]1([CH2:7][CH2:8][S:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.S(=O)(=O)(O)[OH:20].B1([O-])OO1.O.O.O.O.[Na+]>CO>[N:1]1([CH2:7][CH2:8][S:9]([C:10]2[CH:11]=[CH:12][C:13]([N+:16]([O-:18])=[O:17])=[CH:14][CH:15]=2)=[O:20])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 19779504HCID 19779504, compoundHCID 23693097Sodium;3-oxidodioxaborirane;tetrahydrate

Product 1

HCID 19779486HCID 19779486, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

A cold (0° C.) solution of 1-[[(4-morpholinyl)ethyl]thio]-4-nitrobenzene in methanol is treated slowly with excess 30% sulfuric acid and then sodium perborate tetrahydrate (10 equivalents) is added. The mixture is stirred at 0° C. for 2 hrs and then at ambient temperature for 2 hrs. The methanol is removed in vacuo and the residue basified with 50% sodium hydroxide solution and filtered. The filter cake is washed with methylene chloride and the aqueous filtrate extracted with the methylene chloride washings. The combined extract is washed with water, dried, and concentrated to obtain the product.

Workup

  1. waitat ambient temperature for 2 hrs
  2. customThe methanol is removed in vacuo
  3. filtrationfiltered
  4. washThe filter cake is washed with methylene chloride
  5. extractionthe aqueous filtrate extracted with the methylene chloride washings
  6. extractionThe combined extract
  7. washis washed with water
  8. customdried
  9. concentrationconcentrated
  10. customto obtain the product

Sources & evidence

ORD record
ord-eec144c5a0c04a869b0af92d0cec035e
Source dataset
uspto-grants-1993_02
Patent number
US05187189

Reaction notes

Loading…